When did momondo last update prices for flights from Chicago Midway Airport to Milan?

Prices for flights from Chicago Midway Airport to Milan are updated daily.

How old do you have to be to fly from Chicago Midway Airport to Milan?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.

What documentation or ID do you need to fly to Milan?

The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$200 Cheap Flights from Chicago Midway Airport to Milan in 2025/26

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One-way

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Cheap round-trip flights

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1:28 pm - 9:45 amMDW-MXP

13h 17m2 stops

9:25 am - 10:44 pmMXP-MDW

20h 19m2 stops

$834Delta

Find Deal

Tue, Feb 17 - Tue, Feb 24

1:00 pm - 11:15 amMDW-LIN

16h 15m2 stops

6:30 am - 6:08 pmLIN-MDW

17h 38m2 stops

$841Delta

Find Deal

Wed, Mar 18 - Wed, Mar 25

12:46 pm - 9:05 amMDW-MXP

13h 19m1 stop

8:25 am - 9:46 pmMXP-MDW

19h 21m2 stops

$884Delta

Find Deal

Mon, Feb 16 - Mon, Mar 16

12:46 pm - 9:05 amMDW-MXP

13h 19m1 stop

11:05 am - 10:44 pmMXP-MDW

18h 39m1 stop

$929KLM

Find Deal

Fri, Feb 20 - Sun, Mar 1

1:28 pm - 11:40 amMDW-MXP

15h 12m2 stops

11:05 am - 10:26 pmMXP-MDW

18h 21m1 stop

$933Delta

Find Deal

Fri, Jan 23 - Mon, Feb 2

12:46 pm - 9:05 amMDW-MXP

13h 19m1 stop

11:05 am - 10:44 pmMXP-MDW

18h 39m1 stop

$954KLM

Find Deal

Tue, Feb 17 - Tue, Feb 24

7:44 am - 7:00 amMDW-MXP

16h 16m1 stop

6:20 am - 9:53 pmMXP-MDW

22h 33m2 stops

$966Multiple Airlines

Find Deal

Thu, Dec 4 - Thu, Dec 11

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

11:05 am - 11:47 pmMXP-MDW

19h 42m1 stop

$1,068Multiple Airlines

Find Deal

Wed, Dec 3 - Thu, Dec 11

5:31 pm - 9:05 amMDW-MXP

32h 34m1 stop

11:40 am - 9:46 pmMXP-MDW

17h 06m1 stop

$1,143Air France

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Thu, Jan 15 - Wed, Sep 23

11:21 am - 9:45 amMDW-MXP

15h 24m2 stops

11:40 am - 9:46 pmMXP-MDW

17h 06m1 stop

$1,206Air France

Find Deal

Thu, Jan 15 - Wed, Sep 23

Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets

Delta

Feb 17

MDW1:28 pmChicago Midway

13h 17m

2 stops

MXP9:45 amMilan Malpensa

Feb 24

MXP9:25 amMilan Malpensa

20h 19m

2 stops

MDW10:44 pmChicago Midway

$834

Find similar

Delta

Mar 18

MDW1:00 pmChicago Midway

16h 15m

2 stops

LIN11:15 amMilan Linate

Mar 25

LIN6:30 amMilan Linate

17h 38m

2 stops

MDW6:08 pmChicago Midway

$841

Find similar

Delta

Feb 16

MDW12:46 pmChicago Midway

13h 19m

1 stop

MXP9:05 amMilan Malpensa

Mar 16

MXP8:25 amMilan Malpensa

19h 21m

2 stops

MDW9:46 pmChicago Midway

$884

Find similar

KLM flights from Chicago Midway Airport to Milan

Our best KLM deals on Chicago Midway Airport to Milan flight tickets

KLM

Feb 20

MDW12:46 pmChicago Midway

13h 19m

1 stop

MXP9:05 amMilan Malpensa

Mar 1

MXP11:05 amMilan Malpensa

18h 39m

1 stop

MDW10:44 pmChicago Midway

$929

Find similar

KLM

Feb 17

MDW12:46 pmChicago Midway

13h 19m

1 stop

MXP9:05 amMilan Malpensa

Feb 24

MXP11:05 amMilan Malpensa

18h 39m

1 stop

MDW10:44 pmChicago Midway

$954

Find similar

KLM

Jan 31

MDW10:46 amChicago Midway

15h 19m

1 stop

MXP9:05 amMilan Malpensa

Feb 8

MXP11:05 amMilan Malpensa

18h 21m

1 stop

MDW10:26 pmChicago Midway

$1,054

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 2/17

1:28 pm-9:45 am

2 stops13h 17m

Milan Malpensa

Tue 2/24

9:25 am-10:44 pm

2 stops20h 19m

$834

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Wed 3/18

1:00 pm-11:15 am

2 stops16h 15m

Milan Linate

Wed 3/25

6:30 am-6:08 pm

2 stops17h 38m

$841

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Mon 2/16

12:46 pm-9:05 am

1 stop13h 19m

Milan Malpensa

Mon 3/16

8:25 am-9:46 pm

2 stops19h 21m

$884

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 2/20

12:46 pm-9:05 am

1 stop13h 19m

Milan Malpensa

Sun 3/1

11:05 am-10:44 pm

1 stop18h 39m

$929

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Fri 1/23

1:28 pm-11:40 am

2 stops15h 12m

Milan Malpensa

Mon 2/2

11:05 am-10:26 pm

1 stop18h 21m

$933

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Tue 2/17

12:46 pm-9:05 am

1 stop13h 19m

Milan Malpensa

Tue 2/24

11:05 am-10:44 pm

1 stop18h 39m

$954

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 12/4

7:44 am-7:00 am

1 stop16h 16m

Milan Malpensa

Thu 12/11

6:20 am-9:53 pm

2 stops22h 33m

$966

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 12/3

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

Thu 12/11

11:05 am-11:47 pm

1 stop19h 42m

$1,068

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 1/15

5:31 pm-9:05 am

1 stop32h 34m

Milan Malpensa

Wed 9/23

11:40 am-9:46 pm

1 stop17h 06m

$1,143

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Thu 1/15

11:21 am-9:45 am

2 stops15h 24m

Milan Malpensa

Wed 9/23

11:40 am-9:46 pm

1 stop17h 06m

$1,206

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,189. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,492.

What is the cheapest time of day to depart on your flight to Milan?

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Milan when you can find flight prices for as low as $703. Flying to Milan in the morning is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the evening, with an average ticket price of $1,351. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Chicago Midway Airport to Milan flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Milan flight.

When to book flights from Chicago Midway Airport to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Milan according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Direct flights	None

There are no direct flights from Chicago Midway Airport to Milan. There are no popular flight routes from Chicago Midway Airport to Milan.

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How far is Chicago Midway to Milan by plane?
Milan is 4534.8 mi away from Chicago Midway. Flights usually cover this in 12h 47m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Milan?
Prices for flights from Chicago Midway Airport to Milan are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Milan?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.
What documentation or ID do you need to fly to Milan?
The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Bellagio

Varenna

Menaggio

Brescia

Stresa

Monza

Assago

Levanto

Livigno

Domodossola

Bellano

Lecco

Rho

Bormio

Crema

Cernobbio

Moltrasio

Saronno

Novara

Baveno

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Finding the right flight to Milan from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Milan quick and easy, saving you time and money.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milan from Chicago with this policy.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milan and let you know when they change.

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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Milan Linate Airport

Milan Malpensa Airport

Cheap flights from Chicago Midway Airport to Milan from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Milan departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago Midway Airport to Milan

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets

KLM flights from Chicago Midway Airport to Milan

Our best KLM deals on Chicago Midway Airport to Milan flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

See travel insights to Milan from

How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,189. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,492.

What is the cheapest time of day to depart on your flight to Milan?

Can stopping save me money on Chicago Midway Airport to Milan flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Milan flight.

When to book flights from Chicago Midway Airport to Milan

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Direct flights

How far is Chicago Midway to Milan by plane?

When did momondo last update prices for flights from Chicago Midway Airport to Milan?

How old do you have to be to fly from Chicago Midway Airport to Milan?

What documentation or ID do you need to fly to Milan?

Traveling to a place near Milan?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Milan?

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

An easier way to manage your Milan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 25.0 mi from Milan